FI128954B - Uusiutuvan perusöljyn valmistaminen sisältäen metateesin - Google Patents

Uusiutuvan perusöljyn valmistaminen sisältäen metateesin Download PDF

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FI128954B
FI128954B FI20195823A FI20195823A FI128954B FI 128954 B FI128954 B FI 128954B FI 20195823 A FI20195823 A FI 20195823A FI 20195823 A FI20195823 A FI 20195823A FI 128954 B FI128954 B FI 128954B
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fatty acid
metathesis
renewable
ketonisation
process according
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FI20195823A
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English (en)
Swedish (sv)
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FI20195823A1 (fi
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Jukka Myllyoja
Jukka Hietala
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Neste Oyj
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Priority to FI20195823A priority Critical patent/FI128954B/fi
Priority to CN202080066686.8A priority patent/CN114430772A/zh
Priority to CA3149519A priority patent/CA3149519C/en
Priority to EP20786310.1A priority patent/EP4034613A1/en
Priority to US17/762,894 priority patent/US11643616B2/en
Priority to PCT/FI2020/050630 priority patent/WO2021058875A1/en
Publication of FI20195823A1 publication Critical patent/FI20195823A1/fi
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Publication of FI128954B publication Critical patent/FI128954B/fi

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Abstract

Tässä esitetään prosessi uusiutuvien tuotteiden, kuten uusiutuvan perusöljyn tuottamiseksi biologista alkuperää olevasta syötteestä. Prosessissa vapaita rasvahappoja ja rasvahappojen glyseridejä, joissa vähintään yksi hiilivetyketju on tyydyttymätön, sisältävä syöte (101) saatetaan esteröintireaktioon (100) alkoholin (102) läsnä ollessa. Siten saatu esterivirta (104) saatetaan metateesiolosuhteisiin (110) uusiutuvan alkeenin (108) läsnä ollessa metateesituotteen (105) saamiseksi. Metateesituotteen (105) erotus (120) sisältää sellaisen jakeen (106) talteenoton, joka sisältää tai koostuu olennaisesti C16 rasvahappoestereistä, josta jakeesta (106) saatettuna ketonointireaktion olosuhteisiin (130) saadaan pitkäketjuisia ketoneita (107), jotka vetykäsittelyn (140) läpikäytyään täyttävät uusiutuvalle perusöljylle (109) asetutut vaatimukset. Ketonointireaktio (130) tuottaa uusiutuvia alkeeneja (108) käytettäväksi metateesireaktiossa (110).

Claims (19)

UUSIUTUVAN PERUSOLJYN TUOTANTO KAYTTAEN METATEESIA PATENTTIVAATIMUKSET
1. Prosessi uusiutuvan perusöljyn tuottamiseksi glyseridiä sisältävästä syötteestä, joka prosessi käsittää: a) tarjotaan käyttöön glyseridiä sisältävä syöte, joka käsittää vapaita rasvahappoja, rasvahappoglyserideja, jotka on valittu rasvahappojen monoglyserideistä, diglyserideistä ja triglyserideistä, tai näiden seoksia, missä syöte sisältää yhdistettä, jolla on ainakin yksi hiili-hiili-kaksoissidos; b) altistetaan syöte esteröintireaktiolle C2-C4-monoalkoholin läsnä ollessa rasvahappoesteriä sisältävän virran tuottamiseksi, joka esteröintireaktio on valittu edullisesti rasvahappojen esteröinnistä ja mono-, di-, tai triglyseridien vaihtoesteröinnistä tai jostain niiden yhdistelmästä; c) altistetaan mainittu rasvahappoesteriä sisältävä virta metateesireaktio- olosuhteille C2-C4-alkeenin läsnä ollessa, alkeenien ja rasvahappoestereiden seosta käsittävän tuotteen saamiseksi, d) altistetaan vaiheen c) tuote erotukselle, mistä saadaan ainakin ensimmäinen rasvahappoesterifraktio, joka = käsittää tyydyttyneitä rasvahappoestereitä, joiden hiiliketjun pituus on C16 ainakin 80 paino-% määrässä fraktion kokonaispainosta; e) altistetaan ensimmäinen rasvahappoesterifraktio ketonoinnille, jolloin saadaan o C2-C4-alkeenia, edullisesti eteeniä, ja ketonointituotetta, joka käsittää C31- S ketonia;
N 3 f) kierrätetään C2-C4-alkeenia, edullisesti eteeniä, vaiheesta e) vaiheen c) o . . o metateesireaktioon;
I i 25 g) altistetaan vaiheen e) ketonointituote vetykäsittelylle, uusiutuvan perusöljyn & saamiseksi, joka uusiutuva perusöljy täyttää API-ryhmän III perusöljyn 3 vaatimukset, jossa on 2 90 paino-% tyydyttyneitä hiilivetyjä, < 0,03 paino-% rikkiä N ja jonka viskositeetti-indeksi on 2 120.
2. Patenttivaatimuksen 1 mukainen prosessi, jossa vaiheen d) erotus käsittää jakotislausta.
3. Patenttivaatimuksen 1 tai 2 mukainen prosessi, jossa vaiheen d) erotus lisäksi tarjoaa käyttöön ainakin yhden lisäfraktion, joka on valittu seuraavista e fraktio, joka käsittää tai koostuu olennaisesti C10-C12-alkeeneista; e toinen rasvahappoesterifraktio, joka käsittää tai koostuu olennaisesti tyydyttymättömistä rasvahappoestereistä, joiden hiiliketjun pituus on C10- C12; ja e kolmas rasvahappoesterifraktio, joka käsittää tai koostuu olennaisesti rasvahappoestereistä, joiden hiiliketjun pituus on C18-C20.
4. Jonkin patenttivaatimuksen 1-3 mukainen prosessi, jossa prosessi lisäksi käsittää metateesin jälkeisen haihduttamisen, C2-C4-alkeenien talteen ottamiseksi.
5. Jonkin patenttivaatimuksen 1-4 mukainen prosessi, jossa vaiheen e) ketonointiolosuhteet käsittävät lämpötilan 300-400 * C ja paineen 0,5-3 MPa, ja metallioksidiketonointikatalyytin, joka edullisesti sisältää TiO2:a.
6. Jonkin patenttivaatimuksen 1-5 mukainen prosessi, jossa vaiheen e) ketonointiolosuhteissa on CO>-kaasuvirta, edullisesti (0,25 — 1 kaasuvirtaus/syöte massaosuuksina) CO>-kaasuvirta.
7. Jonkin patenttivaatimuksen 1-6 mukainen prosessi, joka käsittää ainakin yhden esikäsittelyvaiheen vaiheiden b) ja c) välissä. o
8. Patenttivaatimuksen / mukainen prosessi, jossa esikäsittelyvaihe käsittää
QA S käsittelyn adsorbentilla, metalli-alkyyliyhdisteellä, metalli-alkoksidiyhdisteellä, 3 pelkistimellä, käsittelyn orgaanisella kuivausaineella, lämpökäsittelyn tai näiden 2 yhdistelmän. E 25
9. Jonkin edeltävän patenttivaatimuksen mukainen prosessi, jossa vaiheen b) D esteröintireaktioon käytetty monoalkoholi on valittu etanolista, 1-propanolista, 2- 00 O propanolista, 1-butanolista ja 2-butanolista, tai niiden seoksesta, edullisesti > biopohjaisista monoalkoholeista, edullisemmin biopohjaisesta etanolista.
10. Jonkin edeltävän patenttivaatimuksen mukainen prosessi, jossa alkeeni vaiheessa c) on sama C2-C4-alkeeni kuin vaiheessa e) edullisesti C2-C4- alkeeni on eteeni.
11. Patenttivaatimuksen 10 mukainen prosessi, jossa metateesituotteet käsittävät 1- dekeeniä ja etyyli-9-dekenoaattia.
12. Patenttivaatimuksen 11 mukainen prosessi, jossa prosessi edelleen käsittää 1- dekeenin polymeroinnin uusiutuvaksi polyalfaolefiiniksi (bio-PAO).
13. Patenttivaatimuksen 3 mukainen prosessi, jossa kolmatta rasvahappoesterifraktiota, joka käsittää tai koostuu olennaisesti rasvahappoestereistä, joiden hiiliketjun pituus on C18-C20, käytetään öljykemikaalien prekursoreina.
14. Patenttivaatimuksen 3 mukainen prosessi, jossa kolmas rasvahappoesterifraktio, joka käsittää tai koostuu olennaisesti rasvahappoestereistä joiden hiiliketjun pituus on C18-C20, altistetaan ketonoinnille ja vetykäsittelylle perusöljyjen tuottamiseksi.
15. Patenttivaatimuksen 3 mukainen prosessi, jossa kolmas rasvahappoesterifraktio, joka käsittää tai koostuu olennaisesti rasvahappoestereistä, joiden hiiliketjun pituus on C18-C20, altistetaan vetykäsittelylle tyydyttyneen hiilivetyvirran tuottamiseksi, joka hiilivetyvirta käsittää i-parafiineja ja n-parafiineja.
16 Patenttivaatimuksen 15 mukainen prosessi, jossa prosessointi edelleen käsittää tyydyttyneen hiilivetyvirran fraktioinnin ainakin yhdeksi komponentiksi, joka on o valittu uusiutuvasta dieselistä, uusiutuvasta naftakomponentista ja uusiutuvasta
QA S bensiinistä. o >
17. Uusiutuvan C2-C4-alkeenin, — edullisesti — eteenin, käyttö reagenssina o O 25 patenttivaatimuksen 1 mukaisen prosessin metateesireaktiossa.
I E
18. Patenttivaatimuksen 17 mukainen käyttö, jossa mainittu C2-C4-alkeeni, & edullisesti eteeni, otetaan talteen rasvahappoetyyliestereiden 3 ketonointireaktiosta.
O N
19. Patenttivaatimuksen 17 mukainen käyttö, jossa ketonointireaktio-olosuhteet käsittävät lämpötilan 300-400 °C, paineen 0,5-3 MPa,
metallioksidiketonointikatalyytin, — edullisesti TiO2:n, —CO2-kaasuvirtauksen läsnäolon, tai jonkin näiden yhdistelmän.
O
QA
O
N o
O o
O
I a a
O
N 00
LO o
O
N
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Family Cites Families (58)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3823070A (en) 1971-12-23 1974-07-09 Hasegawa T Co Ltd Process for producing a straight chain dicarboxylic acid,an omega-hydroxy fatty acid,and an omega-1-keto fatty acid
JPS5543759B2 (fi) 1972-06-28 1980-11-07
FI100248B (fi) 1996-02-05 1997-10-31 Fortum Oil Oy Keskitisleen valmistus
US6066480A (en) 1998-09-21 2000-05-23 General Electric Company Method for high specific bioproductivity of α,ω-alkanedicarboxylic acids
US6288275B1 (en) 1999-07-09 2001-09-11 Henkel Corporation Separation and purification of carboxylic acids from fermentation broths
WO2001021572A1 (en) 1999-09-22 2001-03-29 Cognis Corporation Purification and recovery of dicarboxylic acids using melt crystallization
AT504727A1 (de) 2002-04-12 2008-07-15 Energea Umwelttechnologie Gmbh Verfahren und anlage zur veresterung von fettsäuren
US6777213B2 (en) 2002-10-29 2004-08-17 Cognis Corporation Isolation of carboxylic acids from fermentation broth
JP2006012002A (ja) 2004-06-29 2006-01-12 Felica Networks Inc データ処理装置およびデータ処理方法、並びに携帯通信端末装置
FR2878246B1 (fr) 2004-11-23 2007-03-30 Inst Francais Du Petrole Procede de co-production d'olefines et d'esters par ethenolyse de corps gras insatures dans des liquides ioniques non-aqueux
ES2550259T5 (es) 2005-07-04 2023-06-08 Neste Oyj Proceso para la fabricación de hidrocarburos en el intervalo del diésel
EP2865733A1 (en) 2005-12-12 2015-04-29 Neste Oil Oyj Process for producing a hydrocarbon component
US8053614B2 (en) 2005-12-12 2011-11-08 Neste Oil Oyj Base oil
CN101360810B (zh) 2005-12-12 2012-09-05 耐思特石油公司 生产支链烃组分的方法
US7888542B2 (en) * 2005-12-12 2011-02-15 Neste Oil Oyj Process for producing a saturated hydrocarbon component
WO2008048522A1 (en) 2006-10-13 2008-04-24 Elevance Renewable Sciences, Inc. Methods of making monounsaturated functionalized alkene compounds by metathesis
WO2008140468A2 (en) 2006-10-13 2008-11-20 Elevance Renewable Sciences, Inc. METHODS OF MAKING α, ω -DICARBOXYLIC ACID ALKENE DERIVATIVES BY METATHESIS
US8501973B2 (en) 2006-10-13 2013-08-06 Elevance Renewable Sciences, Inc. Synthesis of terminal alkenes from internal alkenes via olefin metathesis
FI121308B (fi) 2007-06-11 2010-09-30 Neste Oil Oyj Prosessi haaroittuneiden hiilivetyjen valmistamiseksi
FR2917406B1 (fr) 2007-06-13 2012-08-03 Arkema France Procede de synthese de diacides ou diesters a partir d'acides et/ou d'esters gras naturels
FR2921363B1 (fr) 2007-09-20 2009-11-06 Arkema France Procedes de synthese de diacides gras par metathese de diacides insatures obtenus par fermentation d'acides gras naturels
ES2595106T3 (es) 2008-10-06 2016-12-27 Sulzer Chemtech Ag Procedimiento y dispositivo para la separación de ácidos carboxílicos y/o ésteres de ácidos carboxílicos
KR20110101198A (ko) 2008-12-12 2011-09-15 이 아이 듀폰 디 네모아 앤드 캄파니 재생 가능 자원으로부터의 선형 다이카르복실산의 제조 방법
JP2012515795A (ja) 2009-01-22 2012-07-12 アミリス， インコーポレイテッド ドデカン二酸およびその誘導体の生成方法
US8071799B2 (en) 2009-01-29 2011-12-06 Energy & Environmental Research Center Foundation Chain-selective synthesis of fuel components and chemical feedstocks
US9169447B2 (en) * 2009-10-12 2015-10-27 Elevance Renewable Sciences, Inc. Methods of refining natural oils, and methods of producing fuel compositions
US9051519B2 (en) 2009-10-12 2015-06-09 Elevance Renewable Sciences, Inc. Diene-selective hydrogenation of metathesis derived olefins and unsaturated esters
EP3170802B1 (en) 2009-10-12 2019-06-19 Elevance Renewable Sciences, Inc. Methods of refining and producing fuel from natural oil feedstocks
EP2498909B1 (en) 2009-11-09 2014-08-27 ExxonMobil Chemical Patents Inc. Metathesis catalyst and process for use thereof
CA2785897C (en) 2010-02-12 2014-01-28 Exxonmobil Chemical Patents Inc. Metathesis catalyst and process for use thereof
SG189990A1 (en) 2010-10-25 2013-06-28 Stepan Co Quaternized fatty amines, amidoamines, and their derivatives from natural oil metathesis
CN103201359B (zh) 2010-10-25 2016-03-02 斯特潘公司 来自天然油复分解的烷氧基化的脂肪酸酯及衍生物
BR112013009964B1 (pt) 2010-10-25 2018-10-16 Stepan Co éster amina, derivado, composição de herbicida solúvel em água ou um dispersante agrícola, limpador de superfície áspera, xampu ou condicionador, ou produto de limpeza pessoal ou sabonete e inibidor de corrosão para uso em aplicações de campo petrolífero
WO2012061101A1 (en) 2010-10-25 2012-05-10 Stepan Company Sulfonates from natural oil metathesis
US8846587B2 (en) 2011-03-24 2014-09-30 Elevance Renewable Sciences, Inc. Functionalized monomers and polymers
US8729298B2 (en) 2011-03-28 2014-05-20 Cathay Industrial Biotech Ltd. Method for separation and purification of long-chain diacids
US9738913B2 (en) 2011-07-06 2017-08-22 Verdezyne, Inc. Biological methods for preparing a fatty dicarboxylic acid
AU2012355690B2 (en) 2011-12-19 2017-02-02 Biosynthetic Technologies, Llc Processes for preparing estolide base oils and oligomeric compounds that include cross metathesis
NZ701307A (en) 2012-04-24 2016-02-26 Stepan Co Unsaturated fatty alcohol derivatives from natural oil metathesis
US8642814B1 (en) 2012-07-24 2014-02-04 Heliae Development, Llc Methods of converting mixtures of palmitoleic and oleic acid esters to high value products
US9388098B2 (en) * 2012-10-09 2016-07-12 Elevance Renewable Sciences, Inc. Methods of making high-weight esters, acids, and derivatives thereof
CN104837802B (zh) 2012-10-09 2017-08-15 埃莱万斯可再生能源科学股份有限公司 从天然油原料精制和生产二元酯和酸的方法
HUE052914T2 (hu) 2012-12-19 2021-05-28 Corvay Bioproducts Gmbh Biológiai eljárások zsírdikarbonsav elõállítására
EP2970532B8 (en) 2013-03-14 2020-09-09 Wilmar Trading Pte Ltd High-viscosity alpha-olefin copolymer compositions and methods of making and using the same
MY172163A (en) 2013-03-14 2019-11-15 Wilmar Trading Pte Ltd Methods for treating substrates prior to metathesis reactions, and methods for metathesizing substrates
ITMI20132221A1 (it) 2013-12-30 2015-07-01 Versalis Spa Processo per la produzione di composti olefinici e di un carburante idrocarburico o sua frazione
WO2015108874A1 (en) 2014-01-16 2015-07-23 Elevance Renewable Sciences, Inc. Olefinic ester compositions and their use in oil- and gas-related applications
US20150353996A1 (en) 2014-06-06 2015-12-10 Nano And Advanced Materials Institute Limited Reusable Long Period Microfiber Grating for detection of DNA Hybridization
US9517996B2 (en) 2014-06-12 2016-12-13 Verdezyne, Inc. Purification of polycarboxylic acids
EP3172294B1 (en) 2014-07-21 2019-12-11 Elevance Renewable Sciences, Inc. Unsaturated polyol esters used in hydraulic fluid applications
EP3012310B8 (en) 2014-10-24 2018-11-14 Neste Oyj Method for ketonisation of biological material
WO2016178840A1 (en) 2015-05-04 2016-11-10 Elevance Renewable Sciences, Inc. Olefin compositions and their use as cleaning agents
JP6970088B2 (ja) * 2015-11-18 2021-11-24 プロビビ インコーポレイテッド オレフィンメタセシスを介した脂肪族オレフィン誘導体の生成
EP3219778A1 (en) 2016-03-15 2017-09-20 Umicore AG & Co. KG Biofuel and method for preparation by isomerizing metathesis
PL3642310T3 (pl) * 2017-06-19 2024-06-24 Neste Oyj Sposób wytwarzania odnawialnego oleju bazowego, oleju napędowego i benzyny ciężkiej
FI128570B (fi) * 2018-12-31 2020-08-14 Neste Oyj Prosessi uusiutuvien tuotteiden valmistamiseksi
FI128953B (fi) 2019-09-26 2021-03-31 Neste Oyj Uusiutuvien kemikaalien valmistus sisältäen metateesin ja mikrobihapetuksen
FI128952B (fi) 2019-09-26 2021-03-31 Neste Oyj Uusiutuvien alkeenien valmistaminen sisältäen metateesin

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